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Showing metabocard for Propylthiouracil (HMDB0014690)

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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-06 15:16:50 UTC
Update Date2023-02-21 17:18:15 UTC
HMDB IDHMDB0014690
Secondary Accession Numbers
  • HMDB14690
Metabolite Identification
Common NamePropylthiouracil
DescriptionPropylthiouracil is only found in individuals that have used or taken this drug. It is a thiourea antithyroid agent. Propythiouracil inhibits the synthesis of thyroxine and inhibits the peripheral conversion of throxine to tri-iodothyronine. It is used in the treatment of hyperthyroidism. (From Martindale, The Extra Pharmacopeoia, 30th ed, p534)Propylthiouracil binds to thyroid peroxidase and thereby inhibits the conversion of iodide to iodine. Thyroid peroxidase normally converts iodide to iodine (via hydrogen peroxide as a cofactor) and also catalyzes the incorporation of the resulting iodide molecule onto both the 3 and/or 5 positions of the phenol rings of tyrosines found in thyroglobulin. Thyroglobulin is degraded to produce thyroxine (T4) and tri-iodothyronine (T3), which are the main hormones produced by the thyroid gland. Therefore propylthiouracil effectively inhibits the production of new thyroid hormones.
Structure
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0014690 (Propylthiouracil)

550
  Mrv1652305271900272D          

 11 11  0  0  0  0            999 V2000
    5.9370   -0.9818    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    1.4933    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080   -0.9818    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224    0.2558    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -0.9818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -0.5693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -0.5693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    0.2558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -0.9818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224   -0.5693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    0.6683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 10  2  0  0  0  0
  2 11  2  0  0  0  0
  3  6  1  0  0  0  0
  3 10  1  0  0  0  0
  4 10  1  0  0  0  0
  4 11  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  6  8  2  0  0  0  0
  7  9  1  0  0  0  0
  8 11  1  0  0  0  0
M  END
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3D MOL for HMDB0014690 (Propylthiouracil)

HMDB0014690
     RDKit          3D
Propylthiouracil
 21 21  0  0  0  0  0  0  0  0999 V2000
   -3.2948   -0.2020    0.0893 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8389   -0.6510   -0.0816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9821    0.5569    0.1489 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4557    0.2837    0.0183 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9373   -0.9670   -0.2861 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3180   -1.1543   -0.3946 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8230   -2.2712   -0.6700 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1586   -0.1223   -0.2029 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6604    1.0790    0.0912 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6569    2.3703    0.3338 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.3319    1.2799    0.2003 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9954   -0.9181   -0.3644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3565    0.7701   -0.4774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5200    0.0334    1.1488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6053   -1.4636    0.6177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7585   -1.0408   -1.1216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1684    0.8924    1.1979 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2998    1.3348   -0.5874 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2770   -1.8145   -0.4450 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2046   -0.2464   -0.2811 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9964    2.2509    0.4348 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11  4  1  0
  1 12  1  0
  1 13  1  0
  1 14  1  0
  2 15  1  0
  2 16  1  0
  3 17  1  0
  3 18  1  0
  5 19  1  0
  8 20  1  0
 11 21  1  0
M  END
Download

3D SDF for HMDB0014690 (Propylthiouracil)

550
  Mrv1652305271900272D          

 11 11  0  0  0  0            999 V2000
    5.9370   -0.9818    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    1.4933    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080   -0.9818    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224    0.2558    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -0.9818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -0.5693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -0.5693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    0.2558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -0.9818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224   -0.5693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    0.6683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 10  2  0  0  0  0
  2 11  2  0  0  0  0
  3  6  1  0  0  0  0
  3 10  1  0  0  0  0
  4 10  1  0  0  0  0
  4 11  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  6  8  2  0  0  0  0
  7  9  1  0  0  0  0
  8 11  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0014690

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCC1=CC(=O)NC(=S)N1

> <INCHI_IDENTIFIER>
InChI=1S/C7H10N2OS/c1-2-3-5-4-6(10)9-7(11)8-5/h4H,2-3H2,1H3,(H2,8,9,10,11)

> <INCHI_KEY>
KNAHARQHSZJURB-UHFFFAOYSA-N

> <FORMULA>
C7H10N2OS

> <MOLECULAR_WEIGHT>
170.232

> <EXACT_MASS>
170.051383642

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
21

> <JCHEM_AVERAGE_POLARIZABILITY>
17.793220385184945

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
6-propyl-2-sulfanylidene-1,2,3,4-tetrahydropyrimidin-4-one

> <ALOGPS_LOGP>
1.53

> <JCHEM_LOGP>
1.203742354333333

> <ALOGPS_LOGS>
-2.56

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.893748758520811

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.089442965478288

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9166377722651

> <JCHEM_POLAR_SURFACE_AREA>
41.13

> <JCHEM_REFRACTIVITY>
48.90429999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.66e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
propylthiouracil

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0014690 (Propylthiouracil)

HMDB0014690
     RDKit          3D
Propylthiouracil
 21 21  0  0  0  0  0  0  0  0999 V2000
   -3.2948   -0.2020    0.0893 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8389   -0.6510   -0.0816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9821    0.5569    0.1489 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4557    0.2837    0.0183 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9373   -0.9670   -0.2861 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3180   -1.1543   -0.3946 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8230   -2.2712   -0.6700 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1586   -0.1223   -0.2029 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6604    1.0790    0.0912 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6569    2.3703    0.3338 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.3319    1.2799    0.2003 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9954   -0.9181   -0.3644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3565    0.7701   -0.4774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5200    0.0334    1.1488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6053   -1.4636    0.6177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7585   -1.0408   -1.1216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1684    0.8924    1.1979 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2998    1.3348   -0.5874 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2770   -1.8145   -0.4450 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2046   -0.2464   -0.2811 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9964    2.2509    0.4348 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11  4  1  0
  1 12  1  0
  1 13  1  0
  1 14  1  0
  2 15  1  0
  2 16  1  0
  3 17  1  0
  3 18  1  0
  5 19  1  0
  8 20  1  0
 11 21  1  0
M  END
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PDB for HMDB0014690 (Propylthiouracil)

HEADER    PROTEIN                                 27-MAY-19   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 550                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-19         0                                  
HETATM    1  S   UNK     0      11.082  -1.833   0.000  0.00  0.00           S+0
HETATM    2  O   UNK     0       8.415   2.787   0.000  0.00  0.00           O+0
HETATM    3  N   UNK     0       8.415  -1.833   0.000  0.00  0.00           N+0
HETATM    4  N   UNK     0       9.748   0.477   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0       5.748  -1.833   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.081  -1.063   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.414  -1.063   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.081   0.477   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.080  -1.833   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.748  -1.063   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.415   1.247   0.000  0.00  0.00           C+0
CONECT    1   10                                                            
CONECT    2   11                                                            
CONECT    3    6   10                                                       
CONECT    4   10   11                                                       
CONECT    5    6    7                                                       
CONECT    6    3    5    8                                                  
CONECT    7    5    9                                                       
CONECT    8    6   11                                                       
CONECT    9    7                                                            
CONECT   10    1    3    4                                                  
CONECT   11    2    4    8                                                  
MASTER        0    0    0    0    0    0    0    0   11    0   22    0
END
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3D PDB for HMDB0014690 (Propylthiouracil)

COMPND    HMDB0014690
HETATM    1  C1  UNL     1      -3.295  -0.202   0.089  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.839  -0.651  -0.082  1.00  0.00           C  
HETATM    3  C3  UNL     1      -0.982   0.557   0.149  1.00  0.00           C  
HETATM    4  C4  UNL     1       0.456   0.284   0.018  1.00  0.00           C  
HETATM    5  C5  UNL     1       0.937  -0.967  -0.286  1.00  0.00           C  
HETATM    6  C6  UNL     1       2.318  -1.154  -0.395  1.00  0.00           C  
HETATM    7  O1  UNL     1       2.823  -2.271  -0.670  1.00  0.00           O  
HETATM    8  N1  UNL     1       3.159  -0.122  -0.203  1.00  0.00           N  
HETATM    9  C7  UNL     1       2.660   1.079   0.091  1.00  0.00           C  
HETATM   10  S1  UNL     1       3.657   2.370   0.334  1.00  0.00           S  
HETATM   11  N2  UNL     1       1.332   1.280   0.200  1.00  0.00           N  
HETATM   12  H1  UNL     1      -3.995  -0.918  -0.364  1.00  0.00           H  
HETATM   13  H2  UNL     1      -3.356   0.770  -0.477  1.00  0.00           H  
HETATM   14  H3  UNL     1      -3.520   0.033   1.149  1.00  0.00           H  
HETATM   15  H4  UNL     1      -1.605  -1.464   0.618  1.00  0.00           H  
HETATM   16  H5  UNL     1      -1.759  -1.041  -1.122  1.00  0.00           H  
HETATM   17  H6  UNL     1      -1.168   0.892   1.198  1.00  0.00           H  
HETATM   18  H7  UNL     1      -1.300   1.335  -0.587  1.00  0.00           H  
HETATM   19  H8  UNL     1       0.277  -1.814  -0.445  1.00  0.00           H  
HETATM   20  H9  UNL     1       4.205  -0.246  -0.281  1.00  0.00           H  
HETATM   21  H10 UNL     1       0.996   2.251   0.435  1.00  0.00           H  
CONECT    1    2   12   13   14
CONECT    2    3   15   16
CONECT    3    4   17   18
CONECT    4    5    5   11
CONECT    5    6   19
CONECT    6    7    7    8
CONECT    8    9   20
CONECT    9   10   10   11
CONECT   11   21
END
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SMILES for HMDB0014690 (Propylthiouracil)

CCCC1=CC(=O)NC(=S)N1
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INCHI for HMDB0014690 (Propylthiouracil)

InChI=1S/C7H10N2OS/c1-2-3-5-4-6(10)9-7(11)8-5/h4H,2-3H2,1H3,(H2,8,9,10,11)
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View in JSmolView Stereo Labels
Synonyms
Chemical FormulaC7H10N2OS
Average Molecular Weight170.232
Monoisotopic Molecular Weight170.051383642
IUPAC Name6-propyl-2-sulfanylidene-1,2,3,4-tetrahydropyrimidin-4-one
Traditional Namepropylthiouracil
CAS Registry Number51-52-5
SMILES
CCCC1=CC(=O)NC(=S)N1
InChI Identifier
InChI=1S/C7H10N2OS/c1-2-3-5-4-6(10)9-7(11)8-5/h4H,2-3H2,1H3,(H2,8,9,10,11)
InChI KeyKNAHARQHSZJURB-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as pyrimidones. Pyrimidones are compounds that contain a pyrimidine ring, which bears a ketone. Pyrimidine is a 6-membered ring consisting of four carbon atoms and two nitrogen centers at the 1- and 3- ring positions.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassDiazines
Sub ClassPyrimidines and pyrimidine derivatives
Direct ParentPyrimidones
Alternative Parents
Substituents
  • 2-thiopyrimidine
  • Pyrimidinethione
  • Thiopyrimidine
  • Pyrimidone
  • Hydropyrimidine
  • Heteroaromatic compound
  • Vinylogous amide
  • Lactam
  • Thiourea
  • Azacycle
  • Organic nitrogen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Organosulfur compound
  • Organooxygen compound
  • Organonitrogen compound
  • Organic oxygen compound
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Biological locationSource
ProcessNot Available
RoleNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point219 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility0.47 g/LNot Available
LogP0.4Not Available
Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct TypeData SourceCCS Value (Å2)Reference
[M+H]+Not Available134.652http://allccs.zhulab.cn/database/detail?ID=AllCCS00000986
Predicted Molecular Properties
Predicted Chromatographic Properties
Spectra
Biological Properties
Cellular Locations
  • Cytoplasm
  • Membrane
Biospecimen Locations
  • Blood
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableTaking drug identified by DrugBank entry DB00550 details
UrineExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableTaking drug identified by DrugBank entry DB00550 details
Abnormal Concentrations
Not Available
Predicted Concentrations
BiospecimenValueOriginal ageOriginal sexOriginal conditionComments
Blood0.000 uMAdult (>18 years old)BothNormalPredicted based on drug qualities
Blood0.000 umol/mmol creatinineAdult (>18 years old)BothNormalPredicted based on drug qualities
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDDB00550
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID571424
KEGG Compound IDC07569
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkPropylthiouracil
METLIN IDNot Available
PubChem Compound657298
PDB IDNot Available
ChEBI ID8502
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available

Enzymes

Enzyme Details
1. Dopamine beta-hydroxylase
General function:
Involved in monooxygenase activity
Specific function:
Conversion of dopamine to noradrenaline.
Gene Name:
DBH
Uniprot ID:
P09172
Molecular weight:
69064.45
References
  1. Hidaka H, Nagasaka A: Inhibition of dopamine beta-hydroxylase by anti-thyroid agents, methimazole and propylthiouracil. Biochem Pharmacol. 1977 Jun 1;26(11):1092-3. [PubMed:880264 ]
Enzyme Details
2. Thyroid peroxidase
General function:
Involved in calcium ion binding
Specific function:
Iodination and coupling of the hormonogenic tyrosines in thyroglobulin to yield the thyroid hormones T(3) and T(4).
Gene Name:
TPO
Uniprot ID:
P07202
Molecular weight:
102961.63
References
  1. Sugawara M, Sugawara Y, Wen K: Methimazole and propylthiouracil increase cellular thyroid peroxidase activity and thyroid peroxidase mRNA in cultured porcine thyroid follicles. Thyroid. 1999 May;9(5):513-8. [PubMed:10365684 ]
  2. Manzon RG, Holmes JA, Youson JH: Variable effects of goitrogens in inducing precocious metamorphosis in sea lampreys (Petromyzon marinus). J Exp Zool. 2001 Apr 15;289(5):290-303. [PubMed:11241400 ]
  3. Ferreira AC, de Carvalho Cardoso L, Rosenthal D, de Carvalho DP: Thyroid Ca2+/NADPH-dependent H2O2 generation is partially inhibited by propylthiouracil and methimazole. Eur J Biochem. 2003 Jun;270(11):2363-8. [PubMed:12755690 ]
  4. Schmutzler C, Bacinski A, Gotthardt I, Huhne K, Ambrugger P, Klammer H, Schlecht C, Hoang-Vu C, Gruters A, Wuttke W, Jarry H, Kohrle J: The ultraviolet filter benzophenone 2 interferes with the thyroid hormone axis in rats and is a potent in vitro inhibitor of human recombinant thyroid peroxidase. Endocrinology. 2007 Jun;148(6):2835-44. Epub 2007 Mar 22. [PubMed:17379648 ]
  5. Taurog A, Dorris ML: A reexamination of the proposed inactivation of thyroid peroxidase in the rat thyroid by propylthiouracil. Endocrinology. 1989 Jun;124(6):3038-42. [PubMed:2656250 ]
  6. Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]
Enzyme Details
3. Myeloperoxidase
General function:
Involved in peroxidase activity
Specific function:
Part of the host defense system of polymorphonuclear leukocytes. It is responsible for microbicidal activity against a wide range of organisms. In the stimulated PMN, MPO catalyzes the production of hypohalous acids, primarily hypochlorous acid in physiologic situations, and other toxic intermediates that greatly enhance PMN microbicidal activity.
Gene Name:
MPO
Uniprot ID:
P05164
Molecular weight:
83867.71
References
  1. Lee E, Miki Y, Katsura H, Kariya K: Mechanism of inactivation of myeloperoxidase by propylthiouracil. Biochem Pharmacol. 1990 May 1;39(9):1467-71. [PubMed:2159305 ]
  2. Kariya K, Lee E, Hirouchi M: Relationship between leukopenia and bone marrow myeloperoxidase in the rat treated with propylthiouracil. Jpn J Pharmacol. 1984 Oct;36(2):217-22. [PubMed:6096612 ]
  3. Zhang AH, Chen M, Gao Y, Zhao MH, Wang HY: Inhibition of oxidation activity of myeloperoxidase (MPO) by propylthiouracil (PTU) and anti-MPO antibodies from patients with PTU-induced vasculitis. Clin Immunol. 2007 Feb;122(2):187-93. Epub 2006 Oct 27. [PubMed:17070108 ]
  4. Lee E, Hirouchi M, Hosokawa M, Sayo H, Kohno M, Kariya K: Inactivation of peroxidases of rat bone marrow by repeated administration of propylthiouracil is accompanied by a change in the heme structure. Biochem Pharmacol. 1988 Jun 1;37(11):2151-3. [PubMed:2837228 ]